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Holiday Rentals near Grindstone Neck Golf Course

106 Grindstone Ave, Winter Harbor, Maine 04693-3415
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    Travellers to Winter Harbor are booking May dates now. Secure your holiday rental today, and have the perfect trip.
    23 Matching Rentals in the Winter Harbor AreaView all 26 rentals
    ACADIA National Park. Walk to Ocean, Restaurants! Private Deck Mountain VIEW1 / 58
    (46)Excellent
    Winter Harbor
    0.8 miles from Grindstone Neck Golf Course
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Captain Guptill House steps from the waters edge in Winter Harbor1 / 21
    (5)Excellent
    Winter Harbor
    0.5 miles from Grindstone Neck Golf Course
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Guptill Cottage on Schoodic Point, Winter Harbor1 / 25
    (4)Excellent
    Winter Harbor
    0.5 miles from Grindstone Neck Golf Course
    3 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Schoodic Point Cottage1 / 21
    (2)Excellent
    Winter Harbor
    1.0 miles from Grindstone Neck Golf Course
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Private Garden
    • Central Heating
    • Washer
    • Wi-Fi
    • DVD Player
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 September 2018
    This cottage was the best rental we have ever had the pleasure to stay in. Just about everything you could need for a visit to the rock bound coast of Maine. First order of...
    Reviewed 6 August 2018
    This cottage was the perfect rustic vacation rental we have ever had. Super clean and comfortable. It had everything we needed for a vacation on the beautiful Maine coast. There...
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    About this property
    Warm and cozy vacation cottage/cabin built the winter of 2007-08. It was built with your vacation in mind, a place having some illusion of being rustic and with all the comforts and conveniences of home. Pictures of the interior don't convey the ambiance inside. You have to see it. Especially in...
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    Location Information
    Winter Harbor, DownEast and Acadia Maine
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    Winter Harbor
    1.1 miles from Grindstone Neck Golf Course
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Central Heating
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Attractive and tastefully decorated affordable one bedroom vacation rental apartment in a coastal village. Except for the decorations and pictures that my wife seems to be fond of changing what you see in the pictures below is exactly what you get. A very nice clean apartment perfect for thrifty...
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    Winter Harbor, DownEast and Acadia Maine
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    Winter Harbor
    1.1 miles from Grindstone Neck Golf Course
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Attractively decorated older one bedroom vacation rental apartment in a quiet coastal village. Recently renovated and refurnished in the winter of 2012 after a long term tenant of thirteen years had a change of circumstances and moved back home to Ohio. In fact, when we had to come up with a name...
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    Winter Harbor, DownEast and Acadia Maine
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    Winter Harbor
    0.5 miles from Grindstone Neck Golf Course
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Grill
    • Wi-Fi
    • DVD Player
    • Ocean Views
    • Waterfront
    • Washer
    • Central Heating
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Originally built in the early 1930's as a seaside chicken coop. Years later it was then used for building a few small boats so they could be pushed out the side and into the water. After falling into extreme disrepair and with new ownership, the rebuilding process began. The entire structure...
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    Winter Harbor, DownEast and Acadia Maine
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    Oceanfront Cottage W/Views of Acadia Natl. Park/Walk to Town1 / 25
    (65)Very good
    Winter Harbor
    0.4 miles from Grindstone Neck Golf Course
    2 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
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    • Washer
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    • Cable/satellite TV
    • Internet Access
    • Patio
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    Winter Harbor, DownEast and Acadia Maine
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 7
    Schoodic Pen., Acadia Nat. Pk, Bar Harbor; Water - 2 Min. Walk1 / 47
    (73)Very good
    Winter Harbor
    0.9 miles from Grindstone Neck Golf Course
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • DVD Player
    • Washer
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    • Cable/satellite TV
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Winter Harbor, DownEast and Acadia Maine
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
    1 bedroom apartment in the Village of Winter Harbor1 / 12
    (3)Excellent
    Winter Harbor
    0.4 miles from Grindstone Neck Golf Course
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Parking
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    • Terrace
    • Balcony
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
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    Location Information
    Winter Harbor, DownEast and Acadia Maine
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Schoodic Peninsula, Acadia National Park, Winter Harbor Maine1 / 18
    (53)Excellent
    Winter Harbor
    2.3 miles from Grindstone Neck Golf Course
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Winter Harbor, DownEast and Acadia Maine
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    2 bedroom apartment in the Village of Winter Harbor1 / 15
    (18)Excellent
    Winter Harbor
    0.4 miles from Grindstone Neck Golf Course
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Balcony
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    • Terrace
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
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    Location Information
    Winter Harbor, DownEast and Acadia Maine
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
    The following rentals are within 10 kilometres of Winter Harbor.
    Brookhouse: A Cottage by the Sea1 / 21
    (4)Excellent
    Prospect Harbor
    3.7 miles from Grindstone Neck Golf Course
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
    other travellers have booked this property
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    • Wi-Fi
    • Waterfront
    • Cable/satellite TV
    • Central Heating
    • Washer
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 August 2016
    You can sit in the living room, look out on a timeless view of water, rocks and the endless points of spruce and fir along the shoreline. It is a comfortable cottage, good...
    Reviewed 17 August 2016
    It was our second time staying at Brookhouse. The view can't be beat and the location is ideal for beautiful Schoodic hiking and nature trails. Its also and an easy drive to...
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    About this property
    BROOKHOUSE, a cozy cottage nestled between Forbes Pond Stream & Prospect Harbor Bay - a stones throw to the ocean and fresh water stream in Prospect Harbor. A perfect retreat! 2 bedrooms, full bath, laundry and spectacular view. Perfect for one or two couples. Close to Acadia National Park.
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    Location Information
    Prospect Harbor, Gouldsboro
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
    Birch Harbor
    2.6 miles from Grindstone Neck Golf Course
    3 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Wi-Fi
    • Private Garden
    • Grill
    • DVD Player
    • Central Heating
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Settlers House is the oldest remaining home on Schoodic Point. The home has a warmth & serenity that is difficult to put into words. Except for all the modern conveniences it feels like my Great-Grandmothers house once felt. Even though we love staying here ourselves it's easier to let our...
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    Location Information
    Birch Harbor, Gouldsboro
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 4
    'Dragonwood Castle' on Waterfront w/ Stunning View1 / 32
    (1)Excellent
    Birch Harbor
    3.8 miles from Grindstone Neck Golf Course
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Washer
    • DVD Player
    • Waterfront
    • Balcony
    • Central Heating
    • Parking
    • Wi-Fi
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 October 2019
    The footbridge from the parking area to Dragonwood Castle tells you that this is something special from the moment you stop the car. It has everything you expect in a vacation...
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    About this property
    Sitting back only 100 feet off the Atlantic Ocean, Dragonwood Castle offers 200 feet of water frontage with glorious sunset reflections across the bay onto the Prospect Harbor Lighthouse. Inside its 2,100 square feet offer 3 decorative levels of living space, plus a small turret that overlooks the...
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    Birch Harbor, Gouldsboro
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 7
    Prospect Harbor
    3.6 miles from Grindstone Neck Golf Course
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Terrace
    • Parking
    • Cable/satellite TV
    • Grill
    • Balcony
    • Wi-Fi
    • Washer
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Set on the pristine Schoodic Peninsula, this restored 4BR/2BA cottage provides the ultimate New England retreat. Originally built in 1900, this two-story home boasts original charm paired with beautiful modern upgrades. Your quintessential Maine waterfront getaway features two sunlit living areas...
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    Prospect Harbor, Gouldsboro
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    Charming Waterfront Winter Harbor Cottage w/Views!1 / 24
    (1)Average
    South Gouldsboro
    1.6 miles from Grindstone Neck Golf Course
    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Ocean Views
    • Balcony
    • Cable/satellite TV
    • Mountain Views
    • Waterfront
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 August 2018
    There is a lot to like at this vacation cottage (more of a mansion, really). The setting is spectacular. The cottage sits on bluffs overlooking a bay with an island and the...
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    About this property
    Experience the ultimate retreat at this 4-bedroom, 4.5-bath cottage in Winter Harbor! Fondly known as ‘Summer Harbor Cottage,’ this home began as a hunting lodge over 70 years ago and maintains its classic New England charm. Boasting 4,000 square feet, the cottage sits on 11 acres overlooking...
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    Location Information
    South Gouldsboro, DownEast and Acadia Maine
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
    Birch Harbor
    3.4 miles from Grindstone Neck Golf Course
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Balcony
    • Patio
    • Parking
    • Wi-Fi
    • Ocean Views
    • Waterfront
    • Cable/satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Explore Maine’s scenic coastline from this 1-bedroom, 1-bath Prospect Harbor vacation rental cottage that hosts 2. Situated on the shores of the Schoodic Peninsula, natural beauty and outdoor activity abound in this prime location. Venture out onto the nearby hiking trails in the Schoodic section...
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    Location Information
    Birch Harbor, Gouldsboro
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    Birch Harbor
    3.5 miles from Grindstone Neck Golf Course
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Private Garden
    • Cable/satellite TV
    • Washer
    • Central Heating
    • Wi-Fi
    • Parking
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Escape from your daily routine to the scenic Northeastern Coast and stay at this newly built 3-bedroom, 2-bathroom vacation rental home. Featuring a spacious coastal-themed interior with beachy accents, ample natural sunlight, a pristine full kitchen, gas fireplace, and a wraparound deck with sun...
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    Location Information
    Birch Harbor, Gouldsboro
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    South Gouldsboro
    1.6 miles from Grindstone Neck Golf Course
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Central Heating
    • Ocean Views
    • Mountain Views
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    *NOTE: Another vacation rental unit is on-site and other travelers may be present during your stay* Escape the hustle and bustle of everyday life at this 3-bedroom, 2-bathroom vacation rental cabin in Winter Harbor. This hunting chalet is the perfect getaway for groups of 6 looking to explore...
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    Location Information
    South Gouldsboro, DownEast and Acadia Maine
    Cabin Holiday Rental - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Prospect Harbor
    3.6 miles from Grindstone Neck Golf Course
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Air Conditioning
    • Grill
    • Wi-Fi
    • Washer
    • Patio
    • Cable/satellite TV
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A charming retreat for the ultimate coastal getaway, this 3BR/2BA waterfront home on the Schoodic Peninsula offers bucolic bliss. Highlights of this idyllic escape include a well-appointed living room, a harbor-view sunroom with cozy wicker rockers, four flat-screen TVs, and a spacious balcony with...
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    Location Information
    Prospect Harbor, Gouldsboro
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Prospect Harbor
    4.0 miles from Grindstone Neck Golf Course
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Waterfront
    • Cable/satellite TV
    • Wi-Fi
    • DVD Player
    • Air Conditioning
    • Washer
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located across the street from the harbor, this 3BR/2BA home boasts amazing views and classic coastal charm. Start your vacation days with morning coffee on the water-view patio. Later, paddle a kayak on the harbor or rent bikes to cruise to the Prospect Harbor Lighthouse. A secluded back patio...
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    Location Information
    Prospect Harbor, Gouldsboro
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Birch Harbor
    3.3 miles from Grindstone Neck Golf Course
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Washer
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    • Waterfront
    • Cable/satellite TV
    • Patio
    • Balcony
    • Grill
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Newly renovated, the 2BR/2BA Birch Harbor home boasts unparalleled views of the open ocean and harbor from every room. Gaze across the water while grilling dinner on the private wraparound deck! From this tranquil location, you can walk to a gorgeous forested biking trail and the popular Bunkers...
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    Location Information
    Birch Harbor, Gouldsboro
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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